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RA Howie

Publications and source records attributed to RA Howie.

3 recordsLinked to original sources

13H-dibenzo

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Journal Article↗

Crystallographic and molecular mechanics investigation of an order-disorder transition and dimorphism in 5H,10H-dithiolo

Single-crystal X-ray structures are presented for three forms of 5H, 10H-dithiolo[2,3-b]-2,5-benzodithiocine-2-thione. The alpha (at 150 K) and alpha' (at ambient) forms are very similar and differ only in the presence of crystallographic m symmetry in the molecules of alpha', which is absent in the case of alpha. This pair is related by an order-disorder transition. The beta phase (also determined at 150 K) has a different structure in terms of the molecular packing from either of the other two and therefore constitutes a true polymorph. Molecular mechanics calculations indicated that the most stable CHCl(3)-solvated conformations for the title compound were a pair of twisted U-shaped enantiomers, U(R) and U(L), i.e. similar to the arrangements found in the alpha and beta phases, with the low-lying saddle point between them corresponding to the situation in the alpha' phase. These calculations also indicated that the most stable CHCl(3)-solvated conformation for the related dibromo-5H, 10H-dithiolo[2,3-b]-2,5-benzodithiocine-2-thione was Z-shaped, in agreement with the crystal structure determined earlier for its DMSO solvate [Wang et al. (1998). Synthesis, pp. 1615-1618].

Journal Article↗